Find hotels in Winchester, NH from Rp1.528.865

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28 Dec - 29 Dec
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Our top choices for Winchester hotels

Exterior detail
The Covered Bridge Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1002)
"Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street. "
United States
Megan
The price is Rp1.491.979
Rp1.641.178 total
includes taxes & fees
29 Dec - 30 Dec
The Covered Bridge Inn
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (746)
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
The price is Rp2.011.242
Rp2.212.366 total
includes taxes & fees
31 Dec - 1 Jan 2026
Comfort Inn & Suites Brattleboro I-91
Exterior
The Putney Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1001)
"The room was okay for a quick stop to rest. "
United States
Janice
The Putney Inn
Front of property
Blooming Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (126)
"Homey spot filled with extra Christmas cheer for the season. Hosts Ellie and Richard are so nice! "
United States
Allison
The price is Rp1.326.204
Rp2.301.875 total
includes taxes & fees
29 Dec - 30 Dec
Blooming Inn
Front of property
The Inn At Crumpin Fox

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (345)
"Room was great, we will be back again, favorite place in the valley thus far to stay. "
United States
Christine
The price is Rp2.124.941
Rp2.373.436 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Inn At Crumpin Fox
Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (969)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is Rp2.076.380
Rp2.252.873 total
includes taxes & fees
29 Dec - 30 Dec
Keene Elm City Hotel, an Ascend Collection Hotel
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (928)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is Rp2.457.831
Rp2.703.615 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Inn Brattleboro
Garden
Four Columns Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (16)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns Inn
Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is Rp2.133.983
Rp2.315.372 total
includes taxes & fees
29 Dec - 30 Dec
The Carriage Barn Inn
Hiking
Latchis Hotel

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very good, (840)
"Great stay"
United States
Jason
The price is Rp1.959.165
Rp2.155.080 total
includes taxes & fees
29 Dec - 30 Dec
Latchis Hotel
Exterior
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
Keene
8.8 out of 10, Excellent, (758)
"Room spacious, breakfast good, poor directions to parking, snow covered disability ramp."
United States
Stephanie
The price is Rp3.014.100
Rp3.270.299 total
includes taxes & fees
3 Jan - 4 Jan 2026
Fairfield Inn & Suites by Marriott Keene Downtown
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1001)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is Rp2.327.555
Rp2.525.481 total
includes taxes & fees
29 Dec - 30 Dec
Best Western Plus Keene Hotel
Free daily on-the-go breakfast
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1000)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is Rp2.411.280
Rp2.652.409 total
includes taxes & fees
31 Dec - 1 Jan 2026
Holiday Inn Express Hotel & Suites Brattleboro by IHG
In-room safe, desk, blackout curtains, iron/ironing board
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1000)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is Rp1.409.092
Rp1.528.865 total
includes taxes & fees
31 Dec - 1 Jan 2026
Days Inn by Wyndham Keene NH
Exterior
The Burrell House

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House
Interior
The Colonial Hotel

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1001)
"Easy checkin, pleasant staff and clean room. "
United States
Susan
The Colonial Hotel
Room, 2 Queen Beds, Non Smoking | Down duvets, desk, blackout curtains, soundproofing
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (881)
"Friendly staff, great breakfast, comfy beds"
United States
Lori
The price is Rp3.144.376
Rp3.512.268 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Greenfield
Reception
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (359)
"Clean comfy nice staff "
United States
Katherine
The price is Rp2.800.434
Rp3.038.548 total
includes taxes & fees
25 Jan - 26 Jan 2026
Hampton Inn & Suites Keene
Sun deck
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (632)
"Clean room, beautiful location"
United States
Marcie
The price is Rp2.547.752
Rp2.764.311 total
includes taxes & fees
26 Jan - 27 Jan 2026
Riverside Hotel, an Ascend Collection Hotel
Seasonal outdoor pool
The Inn At Quail Run

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (71)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is Rp3.767.625
Rp4.144.388 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Inn At Quail Run
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Winchester attractions

New England Sweetwater Farm & Distillery

You can take time to visit New England Sweetwater Farm & Distillery during your travels to Winchester. While you're in the area, stroll along the lakeside.
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Bennett Gorge

You can take time to visit Bennett Gorge during your travels to Richmond.
See properties

Learn more about Winchester

Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic city centre district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

See all hotels in Winchester
Winchester, New Hampshire in winter

Top Winchester Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Room clean and comfortable "
Letitia 1-night trip
Posted 2 weeks ago
Latchis Hotel

More cheap stays in Winchester

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
The price is Rp1.409.092 per night from 31 Dec to 1 Jan
Rp1.409.092
Rp1.528.865 total
31 Dec - 1 Jan 2026
includes taxes & fees
7/10 Good! (999 reviews)

Hotels in Winchester with star rating

Frequently asked questions

What's the best place to stay in Winchester?
The Colonial Hotel, located 26.3 mi (42.3 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Hampton Inn & Suites Greenfield and The Covered Bridge Inn. See all available top hotels, or vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What are some hotels with pools in Winchester?
The Colonial Hotel: Features a sauna, an indoor pool and free self parking. Comfort Inn & Suites Brattleboro I-91 and Keene Elm City Hotel, an Ascend Collection Hotel are a couple of other choices that offer an on-site pool. View all hotels with pools in Winchester.
What is staying in Winchester like?
Visitors to Winchester will definitely enjoy the lakeside setting. Tourists can also enjoy so much more including its forests. In Winchester, there are 7 hotels and other accommodation options to choose from. Find out more about Winchester.
What are the top places to visit in Winchester?
Natural beauty is on display at Birch Point, Ashuelot River and Cass Pond. A couple of additional sights to add to your itinerary are Winchester Speedpark and Bennett Gorge. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchester are January, March, February and November, with each month seeing an average of 26 cm of snowfall.